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Tuaminoheptane
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Tuaminoheptane

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Tuaminoheptane
Tuaminoheptane.png
Clinical data
Trade names Heptin, Heptadrine, Tuamine
Other names Tuamine; 2-Aminoheptane; 2-Heptanamine; 1-Methylhexylamine
ATC code
Identifiers
  • Heptan-2-amine
CAS Number
  • 123-82-0 checkY
    6240-90-0 ((R)-isomer)
    44745-29-1 ((S)-isomer)
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.004.233
Chemical and physical data
Formula C7H17N
Molar mass 115.220 g·mol−1
3D model (JSmol)
Density 0.766 g/mL g/cm3
  • CCCCCC(C)N
  • InChI=1S/C7H17N/c1-3-4-5-6-7(2)8/h7H,3-6,8H2,1-2H3 checkY
  • Key:VSRBKQFNFZQRBM-UHFFFAOYSA-N checkY

Tuaminoheptane (INN, BAN; brand names Heptin, Heptadrine, Tuamine; also known as tuamine and 2-aminoheptane) is a sympathomimetic agent and vasoconstrictor which was formerly used as a nasal decongestant. It has also been used as a stimulant.

Tuaminoheptane has been found to act as a reuptake inhibitor and releasing agent of norepinephrine, which may underlie its decongestant and stimulant effects. It is an alkylamine. The chemical structure of the drug differs from that of other norepinephrine releasing agents, such as the phenethylamines, which, in contrast to tuaminoheptane, have an aromatic ring in their structure. Tuaminoheptane is also a skin irritant and can cause contact dermatitis via inhibition of volume-regulated anion channels, which limits its usefulness as a decongestant.

Tuaminoheptane is on the 2011 list of prohibited substances published by the World Anti-Doping Agency.

See also

External links


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